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Azobenzene

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Identification
Molecular formula
C6H5N2C6H4CH32
CAS number
103-33-3
IUPAC name
(2,4-dimethylphenyl)-phenyl-diazene
State
State
Azobenzene is usually found in solid form at room temperature. It is stable under normal conditions but can undergo photoisomerization, which means it can change its configuration upon exposure to light.
Melting point (Celsius)
68.00
Melting point (Kelvin)
341.15
Boiling point (Celsius)
293.00
Boiling point (Kelvin)
566.15
General information
Molecular weight
198.27g/mol
Molar mass
198.2650g/mol
Density
1.1420g/cm3
Appearence

Azobenzene is typically a red-orange crystalline solid. The crystals are shiny and have a distinct vibrancy due to the azo group (-N=N-) linking the aromatic rings, which contributes to its chromophore properties. It can exist in either trans or cis configurations, and the trans form is more stable and usually encountered under normal conditions.

Comment on solubility

Solubility of (2,4-dimethylphenyl)-phenyl-diazene

(2,4-dimethylphenyl)-phenyl-diazene, also known as a type of azo compound, presents interesting characteristics regarding its solubility. Azo compounds are generally known for their unique chemical properties, influenced by their structure. Here are some important points to consider:

  • Solvent Interaction: Solubility is highly dependent on the polarity of the solvent used. As a rule of thumb, "like dissolves like." Thus, non-polar solvents such as hexane may show higher solubility compared to polar solvents like water.
  • Aromatic Compounds: Given that (2,4-dimethylphenyl)-phenyl-diazene contains aromatic rings, it tends to exhibit better solubility in organic solvents due to π-π interactions. Common organic solvents include ethanol, chloroform, and toluene.
  • Temperature Effects: The solubility of this compound can vary with temperature. Typically, as temperature increases, solubility in organic solvents can also increase, facilitating easier dissolution.
  • Concentration Factors: In concentrated solutions, solubility can become a limiting factor; thus, it’s crucial to consider the saturation point when preparing solutions.

In summary, the solubility characteristics of (2,4-dimethylphenyl)-phenyl-diazene can be described as:

  • Well-soluble in non-polar organic solvents.
  • Less soluble in polar solvents, like water.
  • Highly influenced by external conditions such as temperature and concentration.

Understanding these solubility aspects is crucial for applications involving (2,4-dimethylphenyl)-phenyl-diazene in synthesis and chemical research.

Interesting facts

Interesting Facts about (2,4-dimethylphenyl)-phenyl-diazene

(2,4-dimethylphenyl)-phenyl-diazene is a fascinating compound in the field of organic chemistry, primarily known for its unique structural characteristics and versatility in chemical reactions.

Chemical Characteristics

  • Structure: This compound features a diazene functional group, which is pivotal in defining its reactivity and interactions with other chemical species.
  • Substituents: The presence of dimethyl groups at the 2 and 4 positions of the phenyl ring adds significant steric hindrance, influencing its physical and chemical properties.
  • Reactivity: Diazene compounds are known for undergoing reactions such as azo coupling, making them valuable in synthetic organic chemistry.

Applications

This compound is often of interest for various applications, including:

  • Dyes and Pigments: The azo group (-N=N-) is crucial in producing vibrant colors in dyes, enabling its use in textile industries.
  • Material Science: Its structural properties lend themselves well to the development of novel materials, particularly in polymers.

Trivia and Research

Researchers are continuously exploring the wide array of properties associated with diazenes, including:

  • Potential in photochemical applications, harnessing the compound's electronic properties for energy-efficient processes.
  • Its implications in medicinal chemistry, where modifications of the diazene structure might lead to new therapeutic agents.

As with many organic compounds, the study of (2,4-dimethylphenyl)-phenyl-diazene not only expands our understanding of chemical bonding and interactions but also opens up possibilities for innovative applications in various scientific fields. Whether it be in academia or industry, the potential of this compound is undoubtedly intriguing!

Synonyms
2,4-DIMETHYLAZOBENZENE
29418-21-1